Amines and Amides 1 7 Amines Organic compounds

Amines and Amides 1. 7 • Amines: • Organic compounds of nitrogen N • Classified as primary, secondary, tertiary CH 3—NH 2 CH 3—NH CH 3—N — CH 3 1° 2° 3° 1

Naming Amines CH 3 CH 2 NH 2 ethanamine CH 3—NH —CH 3 N-methylmethanamine NH N 2 | CH 3 CHCH 3 Propan-2 -amine aniline N-methyl aniline 2

Learning Check AM 1 Give the name and classify as primary, secondary or tertiary: A. CH 3 NHCH 2 CH 3 | B. CH 3 CH 2 NCH 3 3

Solution AM 1 A. CH 3 NHCH 2 CH 3 N-methyl ethanamine, 2° CH 3 | B. CH 3 CH 2 NCH 3 N, N-dimethyl ethanamine 3° 4

Alkaloids • Physiologically active nitrogen-containing compounds • Obtained from plants • Used as anesthetics, antidepressants, and stimulants • Many are addictive 5

Nicotine 6

Caffeine 7

Procaine 8

Leaning Check AM 2 Write a structural formula for A. Pentan-2 -amine B. cyclohexan-1, 3 -diamine 9

Solution AM 2 A. pentan-1 -amine CH 3 CH 2 CH 2 -NH 2 B. cyclohexan-1, 3 -diamine 10

Amides Formed by the condensation reaction of an acid an amine 11

Naming Amides Alkanamide O HC–NH 2 O CH 3 CH 2 C–NH 2 from acid name methanamide (IUPAC) methan propanamide (IUPAC) propan 12

Naming Amides with N-Groups O CH 3 C–NHCH 3 N-methylethanamide (IUPAC) -methyl O CH 3 CH 2 C–N(CH 3)2 N, N-dimethylpropanamide -dimethyl 13

Learning Check AM 3 Name the following amides: O A. CH 3 CH 2 C–NH 2 B. O CH 3 C–N(CH 2 CH 3)2 14

Solution AM 3 O A. CH 3 CH 2 C–NH 2 butanamide O B. CH 3 C–N(CH 2 CH 3)2 N, N-diethylethanamide; 15

Learning Check AM 4 Draw the structures of A. Pentanamide B. N-methylbutanamide 16

Solution AM 4 A. Pentanamide O CH 3 CH 2 CH 2 C–NH 2 B. N-methylbutanamide O CH 3 CH 2 C–NHCH 3 17